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It's not that bad: "apt-get install mail-stack-delivery" on Ubuntu and you have everything you need. Ok, to make it real nice will take some work, to get approved certificates, SPF and DKIM working can be a challenge. But in general you can quickly get going of you want.

Have you ever run your own mail server before?

edit: I've never spoken to someone who has and says it is 'easy'.

My main email system for me and my wife is an Ubuntu 14.04 DO droplet where I used said command to get going. I use ownCloud for card/caldav and ownCloud mail (and sometimes roundcube), my wife uses OsX mail. We both use Android mail clients. There is pain sometimes, when Outlook.com makes my mails vanish and admittedly I have yet to receive spam and have no system in place. This guide helped me a lot [0] there is way to much detail and a lot I didn't use but you'll learn a lot.

For more than I year now all I ever did as maintenance was apt-get update/upgrade.

http://arstechnica.com/information-technology/2014/02/how-to...

Ok, it did take me a while to find mail-stack-delivery but it really is a good basis.

I'll back up the downvoted parent comments claim that it's "not that bad". It's caused me a handful of stressful days over the last ten years. I don't have problems with deliverability since I implemented DKIM (as far as I know anyway).

It is easy if you don't care if only half the people you email get your email (i.e. you are a spammer).

I only occasionally had problems with outlook.com, I contacted them, their spam system is an outsourced blackbox. They advised me not to send mass emails... Which I don't of course. Gmail and Apple never gave me any problems. Yahoo banned me after my first mail, no idea why but it seems to work now. I feel like I'm fighting the good fight (decentralize all the things!) so I'll just accept the shortcomings, which are in general, not that many. There are even some nice things like I can have mail addresses that go to both me and my wife, unlimited spam addresses etc.

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